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BORAZINE

NAME:- POOJA S. NAIK


CLASS:- MSC PART 1
Borazine or Borazole.
B3N3H6

BORAZINE BENZENE
Borazine is Isoelectronic with Benzene and hence called as INORGANIC
BENZENE.
Structure of Borazine.

• Borazine is isoelectronic with Benzene and hence its


structure is the same as that of benzene.
• Like benzene, borazine has a planar 6 membered ring, in
which B and N atoms are arranged alternately.
• Because of the similarity between the structures of
borazine abd benzene that borazine is called as Inorganic
Benzene.
• In borazine both B amd N atom are sp2 hybridised.
• Each N-atom has one lone pair of electrons, while each B- atom has
an empty p orbital.
• (B-N) pi bond In borazine is a Dative Bond, which arises from the
sidewise overlap between the filled p-orbitals of N-atom and empty
p-orbitals of B atom.
• Since borazine is isoelectronic with Benzene, both the
components have aromatic pi electron cloud.
• Due to greater difference in electronegativity values of B and N
atoms,the pi electron cloud in B3N3 ring of borazine molecule
is partially delocalised.
• While incase of benzene ring, the pi electron cloud is
completely delocalised.
• It is indicated that pi electron drift from N to B is less than the pi
electron drift from B to N, due to greater electronegativity of N-
atom.
• In benzen molecule, C=C bonds are nonpolar, while in case of
Borazine, due to the difference in electronegativity between N and
B atom, B-N bond is polar.
• It is due to the partial delocalisation of pi electron cloud that pi-
bonding in borazine ring is weakened.
PREPARATION
1. Stock and Pohlands Method:-

By the action of NH3 on diborane(B2H6) the adduct


B2H6.2NH3 is first formed which gets decomposed by heating
in a closed tube at 200degree celsius.

B2H6 + 6 NH3----- 3[B2H6.NH3]----- 2B2N3H6 + 12H2

This method gives low yield because of simultaneous formation


of solid polymeric by products.
2. Heating BCl3 with NH4Cl

3NH4Cl + 3BCl3 140°C C6H5Cl, Fe. Cl3B3N3H3 + 9HCl

3Cl3B3N3H3 + 6LiBH4 [H] 2B2N3H6 + 6LiCl+ 3B2H6

Heating BCl3 with NH4Cl in chlorobenzene(as a catalyst) at about


140°C B,B,B-trichlorobenzene is formed. This derivative being
reduced with LiBH4 in polyether, gives borazine
3. By heating a mixture of LiBH4 with
NH4Cl

Borazine can be prepared in the laboratory by heating a mixture of


LiBH4 & NH4Cl in vacuum at 230°c

3NH4Cl + 3LiBH4 230°c B3N3H6 + LiCl+ 9H2


PHYSICAL PROPERTIES

• Colourless
• Volatile liquid
• Boiling point. 64.5°C
• Decomposes at -80°C
• Molecular weight 78g
CHEMICAL PROPERTIES

1. Addition Reaction

one molecule of borazine adds 3 molecules of HCl or HBr In


the cold without a catalyst. These molecules gets attached with
all the B atoms of borazine, since B atom is more electronegative
than the N atom in B-N bond and hydrogen chloride derivative is
obtained. This addition Reaction is not shown in benzene.
• 2. Hydrolysis reaction

Borazine gets slowly hydrolysed by water to produce boric acid, ammonia


and hydrogen. Hydrolysis is favoured by the increase in temperature.
3. Formation of adduct

Borazine forms an adduct with CH3OH. This adduct undergoes pyrolysis


with the elimination of H2 and gives B-trimethoxy borazine.
4. Reaction with Aniline

Borazine Undergoes a strongly exothermic


reaction with aniline to produce tri-aminoborine
REFERENCES

• Inorganic chemistry third edition. Principles of structure and


reactivity- James E. Huheey.
• The Chemistry of Borazine. A.H. Cowley, H.H. Sisler and G.E.
Ryschkewitsch. Journal of the American Chemical society.
Vol.82: , Issue:2 Pages 501-502 Publication Date: January 1960
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